Key Takeaways
- Gain an edge in capital management by selling options (acting as the “insurance company”) to collect cash premiums instead of simply buying stocks.
- Adopt the strategy of selling put options to earn cash premiums and set a specific, lower price at which you are willing to buy a stock.
- Minimize stress about market crashes by using selling options to protect capital and avoid leaving business reserves in sinking, low-interest bank accounts.
- Earn “double-dip” returns by parking idle cash in tax-efficient Treasury ETFs and using those positions as collateral to generate more income through options.
Running a successful e-commerce business is a lesson in capital efficiency.
You obsess over inventory turnover, Customer Acquisition Cost (CAC), and Return on Ad Spend (ROAS). You would never buy inventory that you didn’t think you could sell for a profit, and you certainly wouldn’t gamble your marketing budget on a “hunch.”
Yet, when it comes to managing their personal capital or business reserves, many successful founders do exactly that. They either leave cash rotting in a low-interest bank account (losing value to inflation) or they dump it into the stock market via “buy and hold” strategies, hoping the charts go up.
As an e-commerce entrepreneur, “hope” is not a strategy. You need a mathematical edge.
After years of investment banking and trading, I founded BestStockStrategy.com to teach high-net-worth individuals and business owners how to stop gambling and start acting like the “House.” For business owners specifically, the transition from “buying stocks” to “selling options” is intuitive—because it works exactly like a business.
The Problem: Idle Capital is “Dead Inventory”
In e-commerce, holding inventory that doesn’t move is a death sentence. It ties up capital and generates zero ROI.
Your cash reserves are no different. If you have $100,000 sitting in a business checking account waiting for Q4 inventory orders, that capital is stagnant. If you put it into a standard S&P 500 index fund, you expose your hard-earned business profit to a potential 20% drawdown right when you might need liquidity.
The solution is not to take more risk, but to structure trades that allow you to generate income while defining your entry price. This is achieved by selling put options.
The “Merchant Mindset” of Selling Puts
Most retail investors buy options. They are the “gamblers.” They pay a premium for the chance to make money.
Smart money sells options. We are the “insurance company.” We collect the premium.
For an e-commerce founder, the easiest way to understand this is to compare it to acquiring inventory.
The “Buy and Hold” Approach:
You buy Apple stock at $180. You pay $180 immediately. If it drops to $160, you are down 11%. You have no protection.
The “Option Selling” Approach:
Instead of buying Apple at $180, you sell a Put Option with a strike price of $160.
- The Transaction: You agree to buy Apple only if it drops to $160.
- The Payment: Because you agreed to this, the market pays you an immediate cash premium (e.g., $500).
This creates a win-win scenario that business owners love:
- Scenario A (Stock stays above $160): The option expires. You keep the $500 cash premium as 100% profit. You generated yield on your cash without buying anything.
- Scenario B (Stock drops below $160): You are obligated to buy the stock, but you get to buy it at $160 (a discount) instead of the current $180. Plus, you still keep the $500 premium.
Essentially, you are getting paid to place a “limit order” to buy quality assets at a discount. It is the financial equivalent of negotiating better payment terms with a supplier.
Financing Growth: The Advanced Structure
Once you understand that you can be paid to wait, you can use that income to finance upside growth without risking your own capital.
At BestStockStrategy, our primary methodology involves selling put options to finance Call Debit Spreads.
- We sell the put (collecting cash).
- We use that cash to buy a spread that profits if the stock goes up.
This allows us to participate in the market’s upside (like a normal stock investor) but with a significant advantage: we often enter the trade for a net credit. We didn’t pay to play; the market paid us.
Capital Efficiency: The “Double Dip”
E-commerce is all about optimization. How can you make your dollar work twice?
In the financial markets, this is called Portfolio Margin. If you have a substantial account, you don’t need to keep 100% cash to secure your trades. You can keep your capital in safe, interest-bearing instruments while using them as collateral.
We teach our students to park their idle cash in instruments like BOXX (Alpha Architect 1-3 Month Box ETF) or SGOV (Treasury ETFs).
- Step 1: Your cash sits in BOXX, earning ~5% interest. Since BOXX utilizes box spreads, returns are typically treated as capital gains rather than ordinary income, offering massive tax efficiency.
- Step 2: You use that BOXX position as collateral to sell option premium.
You are now earning the “risk-free” rate (~5%) plus the returns from your option selling strategy (often 15%+). This “stacking” of returns is how institutional wealth compounds so quickly.
Conclusion: Treat Your Portfolio Like Your Business
You wouldn’t run your e-commerce store by randomly buying inventory and hoping customers show up. You shouldn’t run your portfolio by randomly buying stocks and hoping the chart goes up.
By selling options, you take control of the probability. You define your price. You generate cash flow. And most importantly, you protect the capital you worked so hard to build.
About the Author:
David Jaffee is the founder of BestStockStrategy.com. He teaches high-net-worth individuals and business owners how to minimize drawdowns and utilize option selling strategies to target consistent, profitable returns. He previously worked as an investment banker in New York City.
Frequently Asked Questions
What major problem does selling options solve for an e-commerce business owner?
Selling options solves the problem of “dead inventory” in your reserves, which is idle cash sitting in a low-interest bank account. That stagnant money loses value to inflation and does not generate any return on investment (ROI). Selling options helps you put that existing cash to work so it creates a steady stream of income.
How is the strategy of selling put options similar to managing e-commerce inventory?
Selling a put option is like placing a “limit order” to buy a quality asset at a discounted price. Just as an e-commerce merchant only buys inventory they can sell for a profit, the option seller is paid a premium to agree to buy a stock only if its price drops to a value they are comfortable with. This process enables you to define your entry price for an asset.
Why is simply leaving my business cash reserves in a standard S&P 500 index fund a risk?
When you invest cash in a standard S&P 500 fund, your full profit is exposed to market risk. The article notes that your capital could face a 20% drawdown right when your business might need the cash for things like inventory orders or operating costs. Selling options helps you define and manage that risk better than a simple “buy and hold” method.
What is the “Merchant Mindset” when it comes to trading and investing?
The merchant mindset means acting like the “House,” or the insurance company, by selling options to collect a premium, instead of buying options and paying a premium like a gambler. It focuses on using a mathematical edge, defining your price, and generating consistent cash flow, just like running a profitable business.
If I sell a put option, do I always end up having to buy the stock?
No, you do not always have to buy the stock. If the stock price stays above the price you set in your option contract (the strike price), the option will expire worthless. In this case, you simply keep the immediate cash premium you were paid as 100% profit, and you didn’t have to purchase the asset.
Can I actually earn a return on my capital (e.g., 5%) and use that same money to trade options?
Yes, this financial efficiency is known as “stacking” returns. Advanced strategies involve placing your cash in safe, interest-bearing instruments like Treasury ETFs (using ticker symbols like BOXX or SGOV). You then use this investment, which is already earning interest, as collateral to sell options, generating an additional return.
What is the advantage of using the income from selling puts to finance Call Debit Spreads?
This is a key advanced strategy for financing growth without risking more of your own capital. You collect cash by selling the put, and then you immediately use that cash to buy a spread that profits if the stock increases. Often, this allows you to enter the trade for a net credit, meaning the market paid you to participate in the stock’s potential upside.
Is the “buy and hold” stock method ever the best way for a business owner to protect their capital?
The article suggests that for short-term active cash reserves, “buy and hold” is less effective because it offers no protection against drawdowns when you might suddenly need liquidity. While buy and hold is a valid strategy for decades-long retirement accounts, it is not ideal for managing business reserves where capital preservation and defined access are key.
How does being paid a premium to wait create a win-win scenario for a smart investor?
It creates a win-win because you profit whether the stock moves or not. If the stock stays high, you keep your cash premium as pure profit. If the stock drops, you get to buy a high-quality asset at a price lower than its current market value, and you still keep the premium, creating a cheaper final purchase price.
What is one immediately actionable step an e-commerce founder interested in this method should take?
The most actionable step is to begin seeing your business’s idle cash reserves not as security, but as dead inventory that needs to be maximized. Start researching the process of opening a brokerage account that allows options trading and portfolio margin so you can move your cash from a checking account to an efficient, income-generating position.


